On stage, Curtis won a Tony Award in 1971 for supporting actor in the musical, The Rothschilds. He was also well known for his portrayal of "Daddy Warbucks" in the stage musical Annie.

Curtis appeared as a guest actor or voice in an astonishing variety of television series, from Wonder Woman to Scooby-Doo to The Pretender. He was perhaps most visible in a recurring role, as John Allen Hill on the sitcom Cheers working alongside Kirstie Alley, Kelsey Grammer, Bebe Neuwirth, and Paul Willson.

Curtis guested on an episode of Stargate SG-1 with Paul McGillion. Further, he is one of the few actors to have worked in both the Star Trek & Star Wars universes, having portrayed Grand Moff Tarkin in the Star Wars Radio Show.

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